Driving all over the place to make drops is probably not a good idea, I suggest public transportation to cover a large area. The problem with driving is that there are license plate scanning networks in many cities (and if it isn't where you live yet it probably is coming soon). They use a combination of stationary scanners and mobile scanners on police cruisers that record license plates and the location the cruiser is at when it records the license plate. In some cities they keep records of license plate positioning info indefinitely. So if they order from a vendor a few times and can pinpoint the area they are sending from and the rough time they sent, they could query their license plate positioning database and intersect the vehicles detected in these locations during those time frames, and it may be possible for them to narrow in on the vendors vehicle after enough orders, especially if the vendor ships from several different locations with significant distance between them (less noise in the crowds since the vendors movements will be fairly random and most peoples movements fit into patterns). Basic intersection attack really...gives traffic analysis a new meaning all together . http://www.washingtonpost.com/local/license-plate-readers-a-useful-tool-for-police-comes-with-privacy-concerns/2011/11/18/gIQAuEApcN_story.html you also need to be careful about your cellphone, carry that with you when you make drops and they can do the same sort of intersection attack except with cellphone positioning data. Welcome to the brave new world of pseudo-intelligence-police-agencies